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For sale
  • $499,900

    393 South Rolling Acres Road, Cheshire, CT 06410

    4beds
    2,151sqft
    : 
    $3,547/mo
    Get pre-qualified
    Single Family Residence
    Built in 1956
    0.45 Acres Lot
    $-- Zestimate®
    $232/sqft
    $-- HOA

    What's special

    Wood-burning fireplaceCentral airLarge deckWalk-in closetSpacious roomsBeautiful hardwood floorsGenerously sized primary bedroom
    Welcome Home to Cheshire! Discover the perfect blend of comfort, space, and convenience in this inviting 4-bedroom, 2-full-bath ranch, ideally situated in a desirable Cheshire location. Designed for easy one-level living, this home offers spacious rooms and wonderful spaces to gather, relax, and entertain. The eat-in kitchen features granite countertops, stainless steel appliances, and sliders that open to a large deck, making indoor-outdoor entertaining a breeze. The living room is warm and welcoming, featuring beautiful hardwood floors and a wood-burning fireplace. The generously sized primary bedroom offers a walk-in closet and a primary full bath, while three additional well-proportioned bedrooms feature hardwood flooring. The laundry room is off the kitchen. One of the home's standout features is the spacious great room, filled with natural light from skylights and an abundance of windows, this versatile space is perfect for entertaining, relaxing, or everyday enjoyment. A door leads directly to the expansive deck overlooking a private, fenced-in backyard with plenty of room for outdoor gatherings, recreation, and summer fun. Additional highlights include a new furnace (2025), central air , city water , city sewer. This home is conveniently located close to schools, shopping plazas, and everyday amenities. With its generous living space, inviting atmosphere, and desirable location, this Cheshire ranch is a wonderful place to call home. room sizes are approximate.
    5 hours
    415
    30

    Zillow last checked:

    Listing updated:

    Listed by:

    Cheryl A. Rosadino (203)379-7087,

    Berkshire Hathaway NE Prop. 203-272-2828

    Source: Smart MLS,MLS#: 24219558MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Features: Skylight, Ceiling Fan(s), Full Bath, Walk-In Closet(s), Laminate Floor
      • Level: Main
      • Area: 238 Square Feet
      • Dimensions: 14 x 17
      Bedroom
      • Features: Ceiling Fan(s), Hardwood Floor
      • Level: Main
      • Area: 130 Square Feet
      • Dimensions: 10 x 13
      Bedroom
      • Features: Ceiling Fan(s), Hardwood Floor
      • Level: Main
      • Area: 120 Square Feet
      • Dimensions: 12 x 10
      Bedroom
      • Features: Ceiling Fan(s), Hardwood Floor
      • Level: Main
      • Area: 104 Square Feet
      • Dimensions: 8 x 13
      Primary bathroom
      • Features: Whirlpool Tub, Laminate Floor
      • Level: Main
      • Area: 64 Square Feet
      • Dimensions: 8 x 8
      Bathroom
      • Features: Tub w/Shower, Tile Floor
      • Level: Main
      • Area: 70 Square Feet
      • Dimensions: 7 x 10
      Great room
      • Features: Skylight, Cathedral Ceiling(s), Laminate Floor
      • Level: Main
      • Area: 399 Square Feet
      • Dimensions: 21 x 19
      Kitchen
      • Features: Granite Counters, Eating Space, Sliders, Tile Floor
      • Level: Main
      • Area: 200 Square Feet
      • Dimensions: 10 x 20
      Living room
      • Features: Ceiling Fan(s), Fireplace, Hardwood Floor
      • Level: Main
      • Area: 228 Square Feet
      • Dimensions: 12 x 19
      Heating
      • Forced Air, Propane
      Cooling
      • Central Air, Heat Pump
      Appliances
      • Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
      • Laundry: Main Level
      Features
      • Smart Thermostat
      • Basement: Full
      • Attic: Access Via Hatch
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 2,151
      • Total interior livable area: 2,151 sqft
      • Finished area above ground: 2,151

      Property

      Features
      • Patio & porch: Deck
      • Exterior features: Rain Gutters
      • Fencing: Full
      Lot
      • Size: 0.45 Acres
      • Features: Few Trees
      Details
      • Parcel number: 2339452
      • Zoning: R-20

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1956

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Available

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Cheshire

      Financial & listing details

      • Price per square foot: $232/sqft
      • Tax assessed value: $276,010
      • Annual tax amount: $8,656
      • Date on market: 11/12/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        11/12/2026Listed for sale$499,900+17.6%$232/sqft
        Source: Smart MLS #24219558 Report a problem
        4/12/2024Sold$425,000$198/sqft
        Source: Smart MLS #170626657 Report a problem
        4/12/2024Pending sale$425,000$198/sqft
        Source: Smart MLS #170626657 Report a problem
        2/26/2024Listed for sale$425,000+22.3%$198/sqft
        Source: Smart MLS #170626657 Report a problem
        10/18/2021Sold$347,500-2.1%$162/sqft
        Source: Smart MLS #170415390 Report a problem
        7/25/2021Contingent$355,000$165/sqft
        Source: Smart MLS #170415390 Report a problem
        7/11/2021Price change$355,000-4%$165/sqft
        Source: Smart MLS #170415390 Report a problem
        7/6/2021Listed for sale$369,900+42.3%$172/sqft
        Source: Smart MLS #170415390 Report a problem
        10/20/2011Sold$260,000-3.3%$121/sqft
        Source: Smart MLS #N316613 Report a problem
        8/18/2011Price change$269,000-3.6%$125/sqft
        Source: Coldwell Banker Residential Brokerage - Cheshire Office #N316613 Report a problem
        7/14/2011Listed for sale$279,000$130/sqft
        Source: Coldwell Banker Residential Brokerage - Cheshire Office #N316613 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$8,209 +8.3%$276,010
        2024$7,579 +16.1%$276,010 +48.4%
        2023$6,527 +2.2%$186,010
        2022$6,384 +1.8%$186,010
        2021$6,272 +1.5%$186,010
        2020$6,179 $186,010
        2019$6,179 +4.3%$186,010 +2.4%
        2018$5,926 +2.1%$181,670
        2017$5,803 +4.1%$181,670
        2016$5,575 $181,670
        2015$5,575 +1.4%$181,670
        2014$5,496 +1.5%$181,670 -7.4%
        2013$5,413 +1.3%$196,130
        2012$5,341 +1.4%$196,130
        2011$5,266 +1.3%$196,130
        2010$5,197 +1.7%$196,130
        2009$5,109 -1.8%$196,130 +5.7%
        2008$5,205 +1.6%$185,560
        2007$5,121 +1.6%$185,560
        2006$5,038 +1.9%$185,560
        2005$4,945 +26.2%$185,560 +52.7%
        2002$3,918 +0.1%$121,490 -13.7%
        1997$3,915 $140,820
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: Chesire Village

        Getting around

        24 / 100
        Car-Dependent
        45 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Middle: Dodd
        • High: Cheshire

        Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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